HCID 3938916, compound → HCID 22719960, compound

HRID 1582191Notes

Reaction equation

HRID 1582191 reaction equation
[ClH:1].C(OCC)(=O)C.[OH:8][CH2:9][CH2:10][NH:11][C:12]1[C:21](=[O:22])[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[C:14](=[O:23])[C:13]=1[N:24]([CH3:28])[C:25](=O)[CH3:26]>C(O)C>[Cl-:1].[OH:8][CH2:9][CH2:10][N:11]1[C:12]2[C:21](=[O:22])[C:20]3[C:15]([C:14](=[O:23])[C:13]=2[N+:24]([CH3:28])=[C:25]1[CH3:26])=[CH:16][CH:17]=[CH:18][CH:19]=3

Participants

4

Reactant 2

HCID 3938916HCID 3938916, compoundHCID 21866389Hydrogen chloride-ethyl acetate

Product 1

HCID 22719960HCID 22719960, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
45 °C

Procedure

4 M hydrogen chloride/ethyl acetate solution (3 ml) was added to a suspension of N-[3-(2-Hydroxyethyl)amino-1,4-dihydro-1,4-dioxo-2-naphthalenyl]-N-methylacetamide (0.4 g) in ethanol (3 ml) and the mixture was stirred at 45° C. for 1 hour. After cooling, the resulting precipitate was collected by filtration and washed with ethyl acetate. The obtained solid was recrystallized from ethanol-ethyl acetate to give 1-(2-hydroxyethyl)-2,3-dimethyl-4,9-dihydro-4,9-dioxo-1H-naphtho[2,3-d]imidazol-3-ium chloride (0.28 g) as a colorless powder.

Workup

  1. temperatureAfter cooling
  2. filtrationthe resulting precipitate was collected by filtration
  3. washwashed with ethyl acetate
  4. customThe obtained solid was recrystallized from ethanol-ethyl acetate

Sources & evidence

ORD record
ord-93618c1500c048eb82ff27489f76b4fa
Source dataset
uspto-grants-2004_05
Patent number
US06734203B2

Reaction notes

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